Rothemund and Adler-Longo reactions revisited: synthesis of tetraphenylporphyrins under equilibrium conditions
…, HC Hsu, PC Kearney, AM Marguerettaz
文献索引：Lindsey, Jonathan S.; Schreiman, Irwin C.; Hsu, Henry C.; Kearney, Patrick C.; Marguerettaz, Anne M. Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 827 - 836
We present a new synthetic strategy for preparing tetraphenylporphyrins that should greatly expand synthetic entries into porphyrin containing model systems. Pyrrole and the desired benzaldehyde react reversibly at room temperature with trace acid catalysis to form the cyclic tetraphenylporphyrinogen at thermodynamic equilibrium. An oxidant is then added to irreversibly convert the porphyrinogen to the porphyrin. The greater stability of the cyclic ...
